2,6-bis[(3aR,8aS)-3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-yl]pyridine

• ChemBase编号: 140342
• 分子式: C25H19N3O2
• 平均质量: 393.43726
• 单一同位素质量: 393.14772686
• SMILES: c1ccc2c(c1)C[C@H]1[C@@H]2N=C(O1)c1cccc(n1)C1=N[C@@H]2c3ccccc3C[C@@H]2O1
• Canonical SMILES: c1cc(nc(c1)C1=N[C@H]2[C@@H](O1)Cc1c2cccc1)C1=N[C@H]2[C@@H](O1)Cc1c2cccc1
• InChI: InChI=1S/C25H19N3O2/c1-3-8-16-14(6-1)12-20-22(16)27-24(29-20)18-10-5-11-19(26-18)25-28-23-17-9-4-2-7-15(17)13-21(23)30-25/h1-11,20-23H,12-13H2/t20-,21-,22+,23+/m0/s1
• InChIKey: BZSJUFJXCHHRHW-MYDTUXCISA-N

名称和登记号

名称

• IUPAC标准名: 2,6-bis[(3aR,8aS)-3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-yl]pyridine
• IUPAC传统名: 2,6-bis[(3aR,8aS)-3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-yl]pyridine
• 别名: (3aR,3′aR,8aS,8′aS)-2,2′-(2,6-吡啶二基)双[3a,8a-二氢-8H-茚并[1,2-d]噁唑; 2,6-双[(3aR,8aS)-(+)-8H-茚并[1,2-d]噁唑啉-2-基)吡啶; (3aR,8aS)-in-pybox; (3aR,3′aR,8aS,8′aS)-2,2′-(2,6-Pyridinediyl)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole; 2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl)pyridine

登记号

• CAS号: 357209-32-6
• MDL号: MFCD09265074
• PubChem SID: 24885191; 162234586
• PubChem CID: 12170741

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 4.889827
• LogD (pH = 7.4): 4.9644694
• Log P: 4.9655113
• 摩尔折射率: 112.2403 cm^3
• 极化性: 43.23614 Å^3
• 极化表面积: 56.07 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 284 °C (dec.)
• 比旋光度: [α]20/D +386°, c = 1 in methylene chloride(lit.)

安全信息

• 德国WGK号: 3
• GHS危险声明: H413

产品相关信息

• 纯度: ≥94%
• Empirical Formula (Hill Notation): C25H19N3O2

详细说明

Sigma Aldrich - 673986

包装
1 g in glass bottle
250 mg in glass bottle
Application
Catalytic ligand used for:
• [3+2] cycloaddition of N-tosyl aziridines with electron-rich alkenes via selective carbon-carbon bond cleavage1
• Enantioselective Mukaiyama-aldol reactions2
• Enantioselective carbonyl-ene reactions3
• Cu(I)-catalyzed asymmetric alkynylation of imino esters with terminal alkynes4
• Asymmetric three-component coupling reactions catalyzed by a Cu/pybox complex5
• Enantioselective Diels-Alder reaction6
• Ni-catalyzed cross-coupling reactions7